5 Questions to Ask Yourself When You Hit a Career Ceiling
This article was originally published in April 2018. It has been substantially updated in May 2026 to reflect flatter organisations, AI’s effect on careers, and what ‘the ceiling’ looks like now.
Hitting a career ceiling has changed shape since I first wrote about this.
The classic version… too many candidates, not enough seats at the top table is still real. But in flatter, skills-based organisations, more of my coaching clients are hitting a different kind of ceiling: the one where the role they’re great at is quietly being reshaped underneath them, often by AI, and “up” isn’t the obvious answer anymore.
Either way, the work starts in the same place. You have to hold the mirror up first.
As an Executive Coach, I worked some years ago with Rachael (not her real name). She worked diligently and went well beyond the call of duty to deliver big projects. When she came to me, she needed urgent interview prep for an upcoming internal promotion. Unfortunately, she had left it too late.
She had been busy working in her job but had neglected to work on her career. She was frustrated with what she described as an old boys’ club in her organisation, and she’d ignored it on the assumption that her hard work would be rewarded in time. Surely they couldn’t overlook her. But they did. She was, in effect, considered too good in her current role to promote out of it.
More truthfully: she was so busy doing the job that she had never developed a successor, never built influence beyond her own team, and never made it visible what she wanted next. She had made herself irreplaceable and had fenced herself in. When I challenged her, she admitted she preferred to stay within her area of expertise. The comfort zone, as she later conceded.
Five questions to ask yourself
Hitting the ceiling happens for different reasons. Here are five questions to work through. The answers will help you figure out the next best move.
Question 1: Is it them, or is it me?
Before you blame the culture, be honest with yourself. Have you built a career brand that makes it obvious you wanted this next step — or have you let your work “speak for itself”? Are you seen as a flight risk if you’re passed over, and if not, why not?
Look at the organisation’s track record on internal moves. Who got promoted in the last two years, and why? Just as importantly: what’s the track record on internal moves that aren’t straight promotions — lateral steps, secondments, project leadership? In flatter organisations, that’s often where the real progression sits, and people who only optimise for the rung above miss it.
Question 2: Do you need to step out before you step up?
Stop being busy in your day job and start creating opportunities to influence across and above it. That means cross-functional projects, putting your hand up for the work that’s slightly outside your remit, and being deliberate about which meetings you attend.
If you’re working hybrid, the visibility job is harder, not easier. The corridor conversations that used to happen by accident now have to be engineered — deliberate in-person presence on the days that matter, scheduled calls with leaders outside your team, a clear answer to the question “what are you working on?” when someone senior asks you in the kitchen.
Question 3: How influential is your network inside the business?
Stepping out demonstrates capability. The leverage that actually breaks the ceiling is executive connection.
Find ways to be in the company of the people who decide. Get to know them; get interested in their world. Find out what their pain points are and what’s keeping them up at night. Reflect on how you could be part of the solution — and let them know what you want to do next, and why.
By the time you walk into the internal interview, the decision is largely made. What carries weight is who in the room already knows what you want and trusts you to do it. That work happens in the months before, not on the day.
Question 4: Have you overstayed your welcome?
Sometimes not getting promoted is the alarm clock you needed.
Is it time to get up and go? Maybe, on reflection, the role you were chasing wasn’t for you anyway. Maybe you’ve stayed too long, and if you stay longer, you’ll plateau.
In the years since I first wrote this article, I’ve seen far more clients leave well — with a plan — than leave reactively. The shift in attitude towards job moves has helped people get this decision right. The starting point isn’t “do I leave?” It’s “am I as employable as I’d like to be if I needed to?” If the answer is no, the work begins now — invest in skills, network outside your sector, become marketable.
Question 5: Are you ready for what the next role actually needs?
Most of the people we coach evaluate their performance in the role they currently do, not the role they’re applying for. That’s the gap that surprises people in interviews.
Seek honest feedback from people who know you well and who don’t need you to like them. A coach is one option; a former boss you trust is another. The feedback you don’t want to hear is usually the feedback that matters.
What happened with Rachael
Rachael accepted the feedback and described one of our sessions as “the day the alarm clock went off.” She enrolled in an external development programme and started building a network outside her own organisation. We assigned her a Communications Coach to build her influence and brand internally. She began mentoring her future successor. She told her CEO what she wanted next, and why.
She is now working smart, not just working hard. Time is ticking, and she’s making herself ready for internal or external moves. The day she didn’t get the promotion turned out to be the day she woke up.
When the ceiling isn’t about promotion
A growing share of the people I coach in 2026 aren’t hitting a competitive ceiling — they’re hitting an obsolescence ceiling. The role they’re excellent at is being quietly reshaped by AI, automation, or organisational redesign, and the path “up” doesn’t exist in the way it used to.
The five questions still apply, but they apply differently. “Is it them or is it me?” becomes “have I been investing in skills the business will still need in three years?” “Have I overstayed?” becomes “Am I in the right sector for the kind of work I want to be doing for the next decade?”
The instinct to hold the mirror up first still serves you. The questions are just bigger now.
“Talent sets the floor, character sets the ceiling.”
— Bill Belichick
If any of this resonates
If you’re sitting with one of these questions and not sure what to do with the answer, that’s usually the moment a coaching conversation pays for itself.
If you’d like to talk through where you are with one of our Executive Coaches, book a 30-minute career coaching consult.
John Fitzgerald
Founder, Harmonics Group
Harmonics specialises in helping organisations plan for change, manage change and support their people through change. To learn more about our programmes, please contact us on 061 336136 or email info@harmonics.ie
